WO2003033503A3 - Method for producing, via organometallic compounds, organic intermediate products - Google Patents

Abstract

The invention concerns a method for producing aryllithium compounds of formulas (IV) and (VI) by reacting halogenated compounds (I) with metal lithium, to obtain a lithium compound of formula (II), then in subsequently reacting (II) with aromatic compounds of formula (III) and/or (V) with deprotonation and formation of aromatic products of lithium (IV) and/or (VI) (equation I). Step 1: producing the base; step 2: deprotonation of the substrate; (equation I), formulae wherein R represents methyl, primary, secondary or tertiary alkyl radical containing 2 to 12 carbon atoms, alkyl substituted by a radical from the group (phenyl, substituted phenyl, aryl, heteroaryl, alkoxy, dialkyamino, alkylthio) or substituted or unsubstituted cycloalkyl containing 3 to 8 carbon atoms; Hal = fluorine, chlorine, bromine or iodine; X1-4 independently represent a carbon, the group X1-4R1-4 may represent a nitrogen, or two neighbouring X1-4R1-4 may together represent O, S, NH of NR', wherein R' represents C1-C5 alkyl, SO2-p-tolyl or benzoyl; the radicals R1-4 and the radical Z represent substituents of the group {hydrogen, methyl, substituted cyclic or acyclic primary, secondary or tertiary alkyl radicals containing 2 to 12 carbon atoms, substituted cyclic or acyclic alkyl groups, alkoxy, dialkylamino, arylamino, diarylamino, phenyl, substituted phenyl, alkylthio, diarylphosphino, dialkylphosphino, dialkyl or diarylaminocarbonyl, monoalkyl- or monoarylaminocarbonyl, CO2-, hydroxyalkyl, alkoxyalkyl, fluorine, chlorine, CN or heteroaryl}, the two neighbouring R1-4 radicals capable of forming together an aromatic or aliphatic cycle.